Process of making sulfur dyes.



UNITED STATES Patented June 21, 1901.

PATENT OFFICE.

ALCIDE FRANpOIS POIRRIER, OF PARIS, FRANCE, ASSIGNOR TO STE. AME. DES MATIERES (JOLORANTES ET PRODUITS CHIMIQUES DE ST. DENIS,

OF PARIS, FRANCE.

PROCESS OF MAKING SULFUR DYES.

SPECIFICATION forming part of Letters Patent No. 763,320, dated. June 21, 1904.

Application filed July 7, 1903. Serial No. 164,593. (Specimens-l To (all whom, it may concern:

Be it known that I, ALoIDn FRANCOIS Pom- RIER, of Paris, France, have invented certain new and useful Improvements in the Manu- 5 facture of Coloring-Matters, which improvements are fully described in the following specification.

I have already preparated blue and blueviolet coloring-matters by the action, under 1 particular conditions of temperature, of the product obtained by the combination of sulfur chlorid on phenol or the cresols or commercial cresol on certain diphenylamins or indophenols. l have extended this reaction to I 5 other combinations of phenols or of diphenylamins under similar conditions of procedure; but instead of using an indophenol obtained by oxidizing paraphenylene diamin and a phenol, as heretofore, I use an indophenol 2 obtained from an alkylated paraphenylenediamin, and preferably dimethylated paraphenylenediamin. As an illustration of my invention, 1 give the following example:

Example: In a cast-iron apparatus heated and provided with a stirrer one and a half parts of the product of oxidation of an equimolecular mixture of dimethylated paraphenylenediamin and phenol (N ictzky, Clwmz'c (7/3) ()rgmmisc/mr Fa rlmtqfl'e, page131) are reduced by an alkali sulfid as, for example, by two or four parts of crystallized sodium sulfid dissolved in fifteen to twenty parts of hot water. The mixture is slowly heated to 120 to 130 centigrade, and when it is pasty there are added one to one and one-half parts of the product of the reaction of sulfur chlorid on commercial cresol. The mass, which is at first liquid, becomes by degrees pasty and then solid and is thereupon heated again for several hours at a temperature of 130 to 140 centigrade. It may even attain a temperature of 150 or 160 centigrade.

tained a solid mass, soluble in water to a dark-blue solution and capable of dyeing cotton which is not mordanted fast-blue tints.

WVhen in the preceding example the sodium sulfid has been limited to two parts, it is useful to add sodium sulfid to the crude product to facilitate its dissolution.

There is thus ob,

For the indophenol of dimethylparaphenylenediamin above mentioned may be substituted the same indophenol from ortho or meta cresol, and for the product of the reaction of sulfur chlorid on the cresols may be substituted the product of the reaction of sulfur chlorid on phenol.

The following table indicates the general character of the different coloring-matters obtained by the method described and under the conditions set forth in the example.

[See example, page 2.]

I claim 1. The process of producing coloring-matter, consisting in oxidizing a mixture of alkylated paraphenylenediamin and a phenol, re-

acting the indophenol thus obtained with an alkali sulfid and then with the product resulting from the reaction of chlorid of sulfur on a phenol.

2. The process of producing coloring-matter consisting in oxidizing a mixture of methylated paraphenylenediamin and a phenol, reacting the indophenol thus obtained with an alkali sulfid and then with the product resulting from the reaction of chlorid of sulfur on a phenol.

3. The process of producing coloring-mat ter consisting in oxidizing a mixture of dimethylparaphenylenediamin and a phenol, reacting the indophenol thus obtained with an alkali sulfid and then with the product resulting from the action of chlorid of sulfur on a phenol. I

4. The process of producing coloring-matter consisting in oxidizing a mixture of dimethylparaphenylenediamin and a cresol, reacting the indophenol thus obtained with an alkali sulfid and then with the product resulting from the reaction of chlorid of sulfur on a phenol.

In witness whereof I have hereunto signed my name in the presence of two subscribing 

